Real Estate Investment Properties for Sale in Hilton Head Island, SC

Looking for investment property in Hilton Head Island, SC with high ROI ?

Explore a variety of short-term homes & houses in Hilton Head Island, SC. Invest wisely with VRBO & Hilton Head Island, SC Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Single Family Homes for Sale in Hilton Head Island, SC

Search for Single Family Residential for Sale in Hilton Head Island, South Carolina. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 208 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
66 Timber Ln Hilton Head Island, SC Value priced, updated/superbly maintained residence with charming curb appeal and lagoon v...	3 beds \| 3 baths \| 2,898 sq.ft.	$750,000	Airbnb cash on cash: 0.13% Traditional cash on cash: 2.16% Airbnb Rental Income: $2087 Traditional Rental Income: $2968 Airbnb ROI: 0.13% Traditional ROI: 2.16%
2 Red Maple Rd Hilton Head Island, SC Set on a lush Â¾-acre lot overlooking the 17th tee of Heron Point, this 3,285 SqFt Sea Pin...	3 beds \| 3 baths \| 3,285 sq.ft.	$1,799,000	Airbnb cash on cash: -0.99% Traditional cash on cash: -0.06% Airbnb Rental Income: $1723 Traditional Rental Income: $2801 Airbnb ROI: -0.99% Traditional ROI: -0.06%
3 Claire Dr Hilton Head Island, SC Tucked away on a quiet cul-de-sac in private, oceanfront Port Royal Plantation, this beaut...	4 beds \| 4 baths \| 3,223 sq.ft.	$1,649,000	Airbnb cash on cash: -0.88% Traditional cash on cash: 0.53% Airbnb Rental Income: $1599 Traditional Rental Income: $3309 Airbnb ROI: -0.88% Traditional ROI: 0.53%
20 China Cockle Ln Hilton Head Island, SC EXCEPTIONAL VALUE NEAR THE BLUFF - NOW OFFERED AT $1,650,000. Perfectly positioned just on...	4 beds \| 4 baths \| 4,054 sq.ft.	$1,635,000	Airbnb cash on cash: -1.22% Traditional cash on cash: 0.53% Airbnb Rental Income: $969 Traditional Rental Income: $3310 Airbnb ROI: -1.22% Traditional ROI: 0.53%
29 Oleander St Hilton Head Island, SC Charming and pristine home located in a quiet area of HOLIDAY HOMES and a short 5-minute w...	4 beds \| 3 baths \| 2,320 sq.ft.	$1,049,000	Airbnb cash on cash: -0.49% Traditional cash on cash: 0.91% Airbnb Rental Income: $1599 Traditional Rental Income: $2510 Airbnb ROI: -0.49% Traditional ROI: 0.91%
61 Tucker Ridge Ct Hilton Head Island, SC Welcome to 61 Tucker Ridge and "Palmetto Hall"! This 4 bedroom/3.5 bath home with gorgeou...	4 beds \| 3 baths \| 2,519 sq.ft.	$850,000	Airbnb cash on cash: -0.9% Traditional cash on cash: 1.97% Airbnb Rental Income: $969 Traditional Rental Income: $2892 Airbnb ROI: -0.9% Traditional ROI: 1.97%
11 Muirfield Rd Hilton Head Island, SC Location, location! Right on the 2nd fairway of the world-famous Harbour Town Golf Links, ...	4 beds \| 4 baths \| 2,235 sq.ft.	$1,699,000	Airbnb cash on cash: -0.91% Traditional cash on cash: 0.11% Airbnb Rental Income: $1588 Traditional Rental Income: $2731 Airbnb ROI: -0.91% Traditional ROI: 0.11%
7 Sandpiper St Hilton Head Island, SC This is your opportunity to enjoy true Hilton Head Island living at 7 Sandpiper Street, ju...	5 beds \| 5 baths \| 2,459 sq.ft.	$1,975,000	Airbnb cash on cash: -0.54% Traditional cash on cash: -0.03% Airbnb Rental Income: $2590 Traditional Rental Income: $2912 Airbnb ROI: -0.54% Traditional ROI: -0.03%
22 Sovereign Dr Hilton Head Island, SC Refined Coastal Elegance in Port Royal Plantation Nestled within the prestigious Port Roya...	4 beds \| 3 baths \| 4,000 sq.ft.	$2,150,000	Airbnb cash on cash: -0.57% Traditional cash on cash: 0.52% Airbnb Rental Income: $1599 Traditional Rental Income: $3306 Airbnb ROI: -0.57% Traditional ROI: 0.52%
170 Dillon Rd Hilton Head Island, SC Incredible development opportunity on Hilton Head Island with the potential for 8 UNITS AN...	4 beds \| 4 baths \| 2,216 sq.ft.	$4,750,000	Airbnb cash on cash: -0.91% Traditional cash on cash: -0.23% Airbnb Rental Income: $969 Traditional Rental Income: $3580 Airbnb ROI: -0.91% Traditional ROI: -0.23%
18 Timber Ln Hilton Head Island, SC Ready for your own personal pool and secret garden? Stylish, updated, and move-in ready. C...	3 beds \| 2 baths \| 2,288 sq.ft.	$799,000	Airbnb cash on cash: 0.39% Traditional cash on cash: 1.62% Airbnb Rental Income: $2087 Traditional Rental Income: $2462 Airbnb ROI: 0.39% Traditional ROI: 1.62%
6 Greenwood Ct Hilton Head Island, SC Private Sea Pines retreat - beautifully designed, meticulously maintained, and located in ...	3 beds \| 3 baths \| 2,800 sq.ft.	$2,350,000	Airbnb cash on cash: -0.88% Traditional cash on cash: 0% Airbnb Rental Income: $1723 Traditional Rental Income: $3166 Airbnb ROI: -0.88% Traditional ROI: 0%
74 Otter Rd Hilton Head Island, SC Located within the prestigious Sea Pines community on Hilton Head Island, Club Course is a...	4 beds \| 3 baths \| 2,191 sq.ft.	$924,900	Airbnb cash on cash: 0.71% Traditional cash on cash: 1.1% Airbnb Rental Income: $2685 Traditional Rental Income: $2386 Airbnb ROI: 0.71% Traditional ROI: 1.1%
9 Creek Landing Trce Hilton Head Island, SC Beach life starts here at this beautiful 3b 2.5b home. This home sits in an excellent loca...	3 beds \| 2 baths \| 1,882 sq.ft.	$679,900	Airbnb cash on cash: 0.58% Traditional cash on cash: 1.68% Airbnb Rental Income: $1968 Traditional Rental Income: $2152 Airbnb ROI: 0.58% Traditional ROI: 1.68%
32 Otter Rd Hilton Head Island, SC Tucked near the main gate of Sea Pines, this home offers comfort and flexibility in a sere...	3 beds \| 2 baths \| 1,647 sq.ft.	$825,000	Airbnb cash on cash: 0.74% Traditional cash on cash: 0.96% Airbnb Rental Income: $2462 Traditional Rental Income: $2035 Airbnb ROI: 0.74% Traditional ROI: 0.96%
29 Barony Ln Hilton Head Island, SC 29 Barony Lane is a refreshed single story home infused with natural light and designed fo...	3 beds \| 3 baths \| 2,226 sq.ft.	$1,135,000	Airbnb cash on cash: -0.97% Traditional cash on cash: 0.6% Airbnb Rental Income: $1089 Traditional Rental Income: $2375 Airbnb ROI: -0.97% Traditional ROI: 0.6%
40 Wexford Club Dr Hilton Head Island, SC Dock Your Boat. Dive In. Live Wexford. Set along the harbour in the heart of Wexford, 40 W...	4 beds \| 3 baths \| 4,704 sq.ft.	$2,995,000	Airbnb cash on cash: -0.5% Traditional cash on cash: 0.37% Airbnb Rental Income: $2685 Traditional Rental Income: $4459 Airbnb ROI: -0.5% Traditional ROI: 0.37%
8 Pine Ct Hilton Head Island, SC Imagine starting your day in a sunlit Carolina room, coffee in hand, surrounded by custom ...	4 beds \| 3 baths \| 2,500 sq.ft.	$1,470,000	Airbnb cash on cash: -0.8% Traditional cash on cash: 0.13% Airbnb Rental Income: $1588 Traditional Rental Income: $2404 Airbnb ROI: -0.8% Traditional ROI: 0.13%
191 Mooring Buoy Hilton Head Island, SC Discover elegant coastal living in this ocean oriented 4-bedroom, 4.5 bath home in Palmett...	4 beds \| 4 baths \| 3,248 sq.ft.	$2,375,000	Airbnb cash on cash: -0.89% Traditional cash on cash: 0.6% Airbnb Rental Income: $1902 Traditional Rental Income: $4673 Airbnb ROI: -0.89% Traditional ROI: 0.6%
3 Stella Del Mare Manor Hilton Head Island, SC Cross your private bridge onto what feels like a private island and wake to direct Atlanti...	4 beds \| 6 baths \| 5,831 sq.ft.	$7,900,000	Airbnb cash on cash: -1.63% Traditional cash on cash: -0.94% Airbnb Rental Income: $1599 Traditional Rental Income: $6194 Airbnb ROI: -1.63% Traditional ROI: -0.94%
155 Mooring Buoy Hilton Head Island, SC Experience Lowcountry living in this fabulous 3rd-row, 5 BR \| 5.5 BA home in Palmetto Dune...	5 beds \| 5 baths \| 3,860 sq.ft.	$2,995,000	Airbnb cash on cash: -0.89% Traditional cash on cash: 0.61% Airbnb Rental Income: $2597 Traditional Rental Income: $6130 Airbnb ROI: -0.89% Traditional ROI: 0.61%
82 Saw Timber Dr Hilton Head Island, SC Stylishly remodeled Lowcountry / Modern residence with sweeping double fairway golf views ...	4 beds \| 3 baths \| 2,444 sq.ft.	$950,000	Airbnb cash on cash: -0.01% Traditional cash on cash: 2.01% Airbnb Rental Income: $1596 Traditional Rental Income: $2922 Airbnb ROI: -0.01% Traditional ROI: 2.01%
6 Stonewall Cir Hilton Head Island, SC Excellent Location and Like-New Home. Move right in and start enjoying the Island Lifestyl...	4 beds \| 4 baths \| 2,688 sq.ft.	$1,200,000	Airbnb cash on cash: -0.78% Traditional cash on cash: 1.33% Airbnb Rental Income: $969 Traditional Rental Income: $2971 Airbnb ROI: -0.78% Traditional ROI: 1.33%
25 Spartina Cres Hilton Head Island, SC Lowcountry living at its finest! This beautifully maintained Sea Pines home offers breatht...	3 beds \| 3 baths \| 3,754 sq.ft.	$1,995,000	Airbnb cash on cash: -0.64% Traditional cash on cash: 0.22% Airbnb Rental Income: $1723 Traditional Rental Income: $2839 Airbnb ROI: -0.64% Traditional ROI: 0.22%
68 Royal Pointe Dr Hilton Head Island, SC Set at the end of a cul-de-sac with side marsh views, this southern style home offers rela...	3 beds \| 3 baths \| 1,773 sq.ft.	$679,000	Airbnb cash on cash: 0.98% Traditional cash on cash: 2.26% Airbnb Rental Income: $2087 Traditional Rental Income: $2359 Airbnb ROI: 0.98% Traditional ROI: 2.26%
3 Stable Gate Rd Hilton Head Island, SC Stylishly remodeled & expanded residence with tranquil stables & park views in private, am...	2 beds \| 2 baths \| 1,515 sq.ft.	$539,900	Airbnb cash on cash: 1.59% Traditional cash on cash: 1.74% Airbnb Rental Income: $2249 Traditional Rental Income: $1763 Airbnb ROI: 1.59% Traditional ROI: 1.74%
62 Yorkshire Dr Hilton Head Island, SC Experience luxury living at its finest in this beautifully reimagined 4-bedroom residence ...	4 beds \| 4 baths \| 5,493 sq.ft.	$3,250,000	Airbnb cash on cash: -1.41% Traditional cash on cash: -0.61% Airbnb Rental Income: $2685 Traditional Rental Income: $4439 Airbnb ROI: -1.41% Traditional ROI: -0.61%
2 Oakman Branch Rd Hilton Head Island, SC This home truly has it all. Rare opportunity to own this custom-built French Country style...	3 beds \| 3 baths \| 4,736 sq.ft.	$1,675,000	Airbnb cash on cash: -1.02% Traditional cash on cash: 1.38% Airbnb Rental Income: $1365 Traditional Rental Income: $4675 Airbnb ROI: -1.02% Traditional ROI: 1.38%
100 Harbour Psge Hilton Head Island, SC This exceptional Lowcountry home in Windmill Harbour offers an unparalleled waterfront lif...	4 beds \| 3 baths \| 3,374 sq.ft.	$1,929,999	Airbnb cash on cash: -0.59% Traditional cash on cash: 0.26% Airbnb Rental Income: $2441 Traditional Rental Income: $3358 Airbnb ROI: -0.59% Traditional ROI: 0.26%
6 Mossy Oaks Ln Hilton Head Island, SC Escape to the tranquil charm of the SC Lowcountry with this southern-inspired residence, n...	3 beds \| 2 baths \| 2,441 sq.ft.	$784,500	Airbnb cash on cash: -0.21% Traditional cash on cash: 1.8% Airbnb Rental Income: $1547 Traditional Rental Income: $2602 Airbnb ROI: -0.21% Traditional ROI: 1.8%
91 Jarvis Creek Ln Hilton Head Island, SC The BEST value for long marsh views on Hilton Head Island! Enjoy stunning sunrises and sun...	3 beds \| 2 baths \| 1,889 sq.ft.	$649,000	Airbnb cash on cash: 0.18% Traditional cash on cash: 2.26% Airbnb Rental Income: $1547 Traditional Rental Income: $2359 Airbnb ROI: 0.18% Traditional ROI: 2.26%
4 Gadwall Rd Hilton Head Island, SC LOCATION!LOCATION!LOCATION! Living life in the Low Country only MINUTES away from our nati...	4 beds \| 4 baths \| 3,100 sq.ft.	$3,490,000	Airbnb cash on cash: -1.24% Traditional cash on cash: -0.32% Airbnb Rental Income: $1588 Traditional Rental Income: $4124 Airbnb ROI: -1.24% Traditional ROI: -0.32%
62 Dune Ln Hilton Head Island, SC Full unobstructed view of sunrise all summer long! This 5 Bedroom, 3.5 bath home has a bra...	5 beds \| 3 baths \| 3,316 sq.ft.	$2,400,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.05% Airbnb Rental Income: $null Traditional Rental Income: $2839 Airbnb ROI: N/A Traditional ROI: -0.05%
2 Narragansett Ln Hilton Head Island, SC Welcome to your dream home, beautifully positioned on the 1st Tee of the prestigious Clipp...	4 beds \| 2 baths \| 2,510 sq.ft.	$1,500,000	Airbnb cash on cash: -0.41% Traditional cash on cash: 0.23% Airbnb Rental Income: $2272 Traditional Rental Income: $2600 Airbnb ROI: -0.41% Traditional ROI: 0.23%

Your search for investment property begins and ends here

Single Family Homes for Sale in Hilton Head Island, SC

66 Timber Ln

Hilton Head Island, SC

3 beds | 3 baths | 2,898 sq.ft.

$750,000

Airbnb cash on cash: 0.13%

Traditional cash on cash: 2.16%

Airbnb Rental Income: $2087

Traditional Rental Income: $2968

Airbnb ROI: 0.13%

Traditional ROI: 2.16%

2 Red Maple Rd

Hilton Head Island, SC

3 beds | 3 baths | 3,285 sq.ft.

$1,799,000

Airbnb cash on cash: -0.99%

Traditional cash on cash: -0.06%

Airbnb Rental Income: $1723

Traditional Rental Income: $2801

Airbnb ROI: -0.99%

Traditional ROI: -0.06%

3 Claire Dr

Hilton Head Island, SC

4 beds | 4 baths | 3,223 sq.ft.

$1,649,000

Airbnb cash on cash: -0.88%

Traditional cash on cash: 0.53%

Airbnb Rental Income: $1599

Traditional Rental Income: $3309

Airbnb ROI: -0.88%

Traditional ROI: 0.53%

20 China Cockle Ln

Hilton Head Island, SC

4 beds | 4 baths | 4,054 sq.ft.

$1,635,000

Airbnb cash on cash: -1.22%

Traditional cash on cash: 0.53%

Airbnb Rental Income: $969

Traditional Rental Income: $3310

Airbnb ROI: -1.22%

Traditional ROI: 0.53%

29 Oleander St

Hilton Head Island, SC

4 beds | 3 baths | 2,320 sq.ft.

$1,049,000

Airbnb cash on cash: -0.49%

Traditional cash on cash: 0.91%

Airbnb Rental Income: $1599

Traditional Rental Income: $2510

Airbnb ROI: -0.49%

Traditional ROI: 0.91%

61 Tucker Ridge Ct

Hilton Head Island, SC

4 beds | 3 baths | 2,519 sq.ft.

$850,000

Airbnb cash on cash: -0.9%

Traditional cash on cash: 1.97%

Airbnb Rental Income: $969

Traditional Rental Income: $2892

Airbnb ROI: -0.9%

Traditional ROI: 1.97%

11 Muirfield Rd

Hilton Head Island, SC

4 beds | 4 baths | 2,235 sq.ft.

$1,699,000

Airbnb cash on cash: -0.91%

Traditional cash on cash: 0.11%

Airbnb Rental Income: $1588

Traditional Rental Income: $2731

Airbnb ROI: -0.91%

Traditional ROI: 0.11%

7 Sandpiper St

Hilton Head Island, SC

5 beds | 5 baths | 2,459 sq.ft.

$1,975,000

Airbnb cash on cash: -0.54%

Traditional cash on cash: -0.03%

Airbnb Rental Income: $2590

Traditional Rental Income: $2912

Airbnb ROI: -0.54%